Ike Evans, owner of Miami's most glamorous hotel, needs his 1958 NYE concert to be a smash. He makes a deal with mobster Ben Diamond to ensure success that threatens his life and family.
Ike Faces the disappearance of Mike Strauss while DA Klein attacks organized crime through Ike's law-student son. Meanwhile, Stevie Evans' affair with Lily Diamond heats up.
Ike tries to bribe officials to legalize casino gambling. And old friend visits Vera, and Ben wonders if his wife is faithful. Ike contacts his wealthy ex-sister-in-law for a favor.
Mike Strauss' body is seized, Ike reacts to a break-in, and Victor plots to get his wife out of Cuba. Vera secures Jackie Kennedy for a charity event but laments not having children with Ike.
Ike is determined to save Judi Silver from Ben Diamond. Polaroids of Stevie and Lily surface. Vera tries something new to get pregnant, Danny and Mercedes' bond grows, and Klein's search ramps up.
Ike and Ben Diamond bet big on a boxing match. Jackie Kennedy cancels on Vera. Danny gets blackmail photos meant for Stevie, and Klein finds something that will change Ike's life forever.
Danny confronts Stevie about his affair and uses the DA to uncover blackmail. Klein shows Ike damning evidence, and Meg refuses Ike's offer. Caught lying to Ben, Ike must make a deal.
Judi Silver falls into Klein's hands, while Victor and Mercedes get bad news. Lily and Stevie's affair gets more dangerous. Juggling family, Ben Diamond, and a new partner, Ike's future is uncertain.
Ike is in jail on a murder charge - in the scramble to raise bail, his wife and son discover Ike's "silent" partners. Ben Diamond fears Ike will crumble under pressure and offers unexpected aid.
Ike sets a risky plan to rid his Miramar Playa of Ben Diamond in motion. Ben seeks permission to kill Ike. Stevie and Lily go on a real date. Meg threatens Vera, and Ben hosts a debauched "Seder".
Ike goes to Cuba to retrieve Maria's ashes and set his plan to oust Ben in motion. Stevie is lured deeper into Ben's world. Stevie offers a chemical solution when Vera struggles with exhausting rehearsals.
Ike makes mob boss Sy Berman a risky offer - Havana for the Miramar Playa. Danny commits to Jack Klein and learns the truth about Ben Diamond. Ben ruins an arms deal with the Cubans, with tragic results.
Ike and Meg grow close as Meg uses connections to fight the gambling bill. Vera must face reality about her dancing future. Danny's world roils due to the busted arms deal. Ben makes Stevie an offer.
Stevie's sex and booze-soaked deejay convention takes over the hotel. Mercedes makes a revelation to Vera. Ike's plot to fix the Cuban lottery begins. Ben seeks revenge in the wrong places.
Ike's deal to run the Havana hotels hurts his ties to Victor. Stevie starts a new job with Ben. Klein swears to destroy Ike as passage of the gambling bill nears. Sy Berman arrives in Miami.
Ike and Ben's future hangs on the outcome of the gambling bill. Klein weighs Ike's offer to get The Butcher. Stevie and Lily face the end. Vera's heart is broken. What has Ike won?